Holiday homes by the sea in Southold
Choose the right place for you
FACILITIES
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Pets Allowed
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Wi-Fi
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Non Smoking Only
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Holiday rental deals in Southold
We have selected the best holiday accommodation by the sea in Southold. Bluepillow allows you to save money, by finding the best rates on the main vacation rental websites in Southold
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Southold - United States
North Fork Guest House
- Hotel
13.1 Exceptional (30)When you stay at North Fork Guest House in Cutchogue, you'll be near the beach, just steps from Bedell Cellars and 7 minutes by foot from Pindar Vineyards. This bed & breakfast is 0.6 mi (1 km) from Lenz ... -
Southold - United States
The Cliffside Resort Condominiums
- Hotel
11.4 Exceptional (634)With beautiful views of the sunsets over Long Island Sound, this Greenport resort features spacious grounds and a private beach. Free Wi-Fi is available in all areas. ... -
Southold - United States
Fordham House
- Hotel
13.3 Exceptional (48)Located in Greenport, Fordham House is near the beach, within a 5-minute walk of Eastern Long Island Hospital and Stony Brook Eastern Long Island Hospital. This bed & breakfast is 0.5 mi (0.9 km) from ... -
Southold - United States
The Farmhouse Bed and Breakfast
- Hotel
13.3 Exceptional (15)When you stay at The Farmhouse Bed and Breakfast in Cutchogue, you'll be near the beach, within a 5-minute drive of Peconic Bay Winery and Castello di Borghese / Hargrave Vineyard. This bed & breakfast ... -
Southold - United States
Peconic Sound Beach Home: Backyard & Vineyards
- 7 Guests 3Bedrooms
13.1 Exceptional (18)Offering sea views, Peconic Sound Beach Home: Backyard & Vineyards is an accommodation located in Peconic, a few steps from Goldsmith's Inlet Park and 31 km from Splish Splash. ... -
Southold - United States
Victorian Seasons Stirling
- Hotel
With a stay at Victorian Seasons Stirling in Greenport, you'll be near the beach, within a 15-minute walk of Kontokosta Winery and Greenport Farmers' Market. This beach guesthouse is 1 mi (1.6 km) from ... -
Southold - United States
Charming Greenport Gem 1, 1 Mile to Ferry!
- 6 Guests 2Bedrooms
13.3 Exceptional (15)Located in Greenport, this apartment is by the sea. Sylvester Manor and Havens House are local landmarks, and some of the area's attractions include East End Seaport Maritime Museum and Railroad Museum ... -
Southold - United States
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
- 2 Guests 1Bedroom
12.8 Exceptional (168)Located in Greenport, this apartment is near the beach. 67 Steps Beach and Norman E. Klipp Marine Park reflect the area's natural beauty and area attractions include East End Seaport Maritime Museum and ... -
Southold - United States
Sea Breeze Paradise: Beachfront & Panoramic Views
- 6 Guests 3Bedrooms
12.5 Exceptional (48)Offering sea views, Sea Breeze Paradise: Beachfront & Panoramic Views is an accommodation set in Southold, 2.2 km from McCabe’s Beach and 36 km from Splish Splash. The accommodation offers a 24-hour front ... -
Southold - United States
Sensational, newly remodeled waterfront Greenport condo
- 4 Guests 2Bedrooms
10 Exceptional (5)Located in Greenport, this condo is on the waterfront. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced at Greenport Carousel and Kontokosta Winery. ... -
Southold - United States
Greenport Village Vacationer's Delight
- 7 Guests 3Bedrooms
12 Exceptional (6)Situated in Greenport, 41 km from Splish Splash, Greenport Village Vacationer's Delight features air-conditioned accommodation with a patio and free WiFi. This holiday home features a garden. ... -
Southold - United States
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
- 6 Guests 2Bedrooms
13.1 Exceptional (207)Located in Greenport, this condo is in a rural area and on the beach. Railroad Museum of Long Island and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions include ... -
Southold - United States
Spacious apartment, 3 blocks to downtown and steps to fishing pier.
- 4 Guests 2Bedrooms
10 Exceptional (62)Located in Greenport, this apartment is in the city center and near the beach. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced at Greenport Carousel ... -
Southold - United States
Private & Spacious Five Room Suite<br>Steps To Bay Beach and walk to Village.
- 4 Guests 2Bedrooms
10 Exceptional (145)Located near the beach, this apartment is in Pipes Cove, a neighborhood in Greenport. Sylvester Manor and Havens House are local landmarks, and some of the area's attractions include Railroad Museum of ... -
Southold - United States
First Floor 1905 Victorian home in the heart of Greenport Village
- 6 Guests 2Bedrooms
9.8 Exceptional (68)Located in Greenport, this apartment is near the beach. Sylvester Manor and Havens House are local landmarks, and the area's natural beauty can be seen at 67 Steps Beach and Norman E. Klipp Marine Park. ... -
Southold - United States
2 Bedroom Apartment in Historic Home with private yard (WBH)
- 4 Guests 2Bedrooms
9.4 Exceptional (35)Located in Southold, this apartment is in a rural area and near the beach. Croteaux Vineyards and Corey Creek Winery are worth checking out if an activity is on the agenda, while those looking for area ... -
Southold - United States
Beautiful Soundfront condominium
- 6 Guests 2Bedrooms
6 Pleasant (1)This condo is located in Greenport. Horton Point Park and Sylvester Manor are local landmarks, and the area's natural beauty can be seen at 67 Steps Beach and Norman E. Klipp Marine Park. Railroad Museum ... -
Southold - United States
4BR NOFO Home in Heart of Wine Country (w/ Pool)
- 8 Guests 4Bedrooms
Set in Southold, 4BR NOFO Home in Heart of Wine Country (w/ Pool) offers accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 3 ... -
Southold - United States
Steve's Place Well Furnished Heated Pool
- 6 Guests 3Bedrooms
13.3 Exceptional (12)Featuring air-conditioned accommodation with a private pool, Steve's Place Well Furnished Heated Pool is situated in Southold. It is set 35 km from Splish Splash and features a 24-hour front desk. ... -
Southold - United States
Goose Creek Getaway: Modern Home with Beach Access
- 5 Guests 3Bedrooms
13.3 Exceptional (3)Situated in Southold, within 35 km of Splish Splash, Goose Creek Getaway: Modern Home with Beach Access offers accommodation with air conditioning. The accommodation features a 24-hour front desk, an ATM ...
Bed and breakfast offers in Southold by the sea
Are you looking for an accommodation in Southold and do you want to save money? Choose from 12 Bed & Breakfasts in Southold
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Southold - United States
House on Chase Creek
- Hotel
11.6 Exceptional (235)Set in Shelter Island Heights, House on Chase Creek offers 4-star accommodation with a garden and a terrace. The property has sea and lake views. The bed and breakfast offers rooms with air conditioning, ... -
Southold - United States
Shorecrest Bed and Breakfast
- Hotel
11.7 Exceptional (83)Offering a private beach area, Shorecrest Bed and Breakfast is located in Greenport. Free WiFi access is available. Each room here will provide guests with a flat-screen cable TV and offer a garden or ... -
Southold - United States
West Neck Guesthouse
- Hotel
10.1 Exceptional (72)Situated in Shelter Island Heights, West Neck Guesthouse features free bikes and garden. This bed and breakfast features free private parking and a housekeeping service. The bed and breakfast has family ... -
Southold - United States
Sweet Dreams Bed and Breakfast Cutchogue
- 4 Guests 2Bedrooms
10 Exceptional (16)Situated in Cutchogue, 2.7 km from Fleet Neck Beach and 25 km from Splish Splash, Sweet Dreams Bed and Breakfast Cutchogue features accommodation with air conditioning and access to a garden. ... -
Southold - United States
Seven - a boutique B&B on Shelter Island
- Hotel
9.8 Exceptional (63)Just 450 metres to the beach, this bed and breakfast is located in Shelter Island Heights. A free breakfast is served each morning. Cable TVs are provided in each room at Seven - a boutique B&B on Shelter ... -
Southold - United States
The Stirling House Waterfront Inn Greenport
- Hotel
9.7 Exceptional (20)This Greenport bed and breakfast is located on the water and offers free Wi-Fi and individually decorated rooms equipped with electric fireplaces. Island’s End Golf & Country Club is 2 miles away. ... -
Southold - United States
A Walk in the Woods Bed and Breakfast
- Hotel
8.5 Fabulous (35)Relax on the large wrap-around front porch of this Long Island, New York bed and breakfast. Free Wi-Fi and daily breakfast are offered. Cedar Beach is 1 mile away. ... -
Southold - United States
The North Fork Loft
- 4 Guests 2Bedrooms
Located in Peconic, this guesthouse is on the waterfront. Mattebella Vineyards and Sannino's Bella Vita Vineyard are worth checking out if an activity is on the agenda, while those looking for area attractions ... -
Southold - United States
Vine & Sand--Southold NY's Newest B&B
- 8 Guests 4Bedrooms
33 km from Splish Splash, Vine & Sand--Southold NY's Newest B&B is a recently renovated property located in Southold and provides air-conditioned rooms with free WiFi and private parking. ... -
Southold - United States
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
- 2 Guests 1Bedroom
This bed & breakfast is located in Southold. Peconic Bay Winery and Railroad Museum of Long Island are local attractions and those in the mood for shopping can visit Greenport Farmers' Market and Harbes ... -
Southold - United States
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
- 2 Guests 1Bedroom
This bed & breakfast is located in Southold. Railroad Museum of Long Island and East End Seaport Maritime Museum are cultural highlights, and travelers looking to shop may want to visit Greenport Farmers' ... -
Southold - United States
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
- 2 Guests 1Bedroom
Located in Southold, this bed & breakfast is near the beach. Horton Point Park and Sylvester Manor are local landmarks, and some of the area's activities can be experienced at Corey Creek Winery and Croteaux ...
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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Farmstays in Southold -
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Hotels in Southold
Hotels in Southold, our top selection just for you
Are you looking for hotels in Southold? Here is a selection of the best hotels in Southold
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Southold - United States
The Pridwin Hotel
- Hotel
10 Exceptional (146)The Pridwin is a waterfront resort located on Shelter Island with 33 well-appointed guest rooms and 16 private cottages an all-American restaurant and lively lounge with water views a full service spa-scenic ... -
Southold - United States
Sound View Greenport
- Hotel
10.8 Exceptional (1460)Set on the North Fork in Greenport, 157 km from New York City, Sound View Greenport features a seasonal outdoor pool and views of the Long Island Sound. Guests can enjoy a drink at the bar. All the rooms ... -
Southold - United States
The Harbor Front Inn
- Hotel
11 Exceptional (1315)Offering a seasonal outdoor swimming pool and a fitness center, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available. Beach access is 1.9 ... -
Southold - United States
American Beech Hotel
- Hotel
11.6 Exceptional (498)American Beech Hotel has free bikes, garden, a restaurant and bar in Greenport. This 4-star hotel offers free WiFi. The property is allergy-free and is situated 42 km from Splish Splash. ... -
Southold - United States
The Menhaden Hotel
- Hotel
12.8 Exceptional (270)Situated 41 km from Splish Splash, The Menhaden Hotel in Greenport has a terrace and bar. With free bikes, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. ... -
Southold - United States
Southold Beach Motel
- Hotel
10.9 Exceptional (381)Located in Southold, Southold Beach Motel is on the beach. The area's natural beauty can be seen at Horton Point Park and Shell Beach, while Railroad Museum of Long Island and East End Seaport Maritime ... -
Southold - United States
Shelter Island House
- Hotel
11.1 Exceptional (147)Located in Shelter Island Heights, Shelter Island House is next to a golf course and near the beach. Havens House and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions ... -
Southold - United States
The Chequit
- Hotel
8.2 Fabulous (34)Offering a sun terrace and views of the sea, The Chequit is located in Shelter Island Heights, 44 km from Mystic. Guests can enjoy the on-site restaurant. Free WiFi is available throughout the property ... -
Southold - United States
Greenporter Hotel
- Hotel
12.2 Exceptional (119)Featuring a 1950’s retro décor, the rooms at Greenporter Hotel rooms have modern amenities like a flat-screen cable TV and a refrigerator. On weekends a continental breakfast with bagels, cereals, oatmeal, ... -
Southold - United States
The Chequit
- Hotel
16.4 Exceptional (17)Located near the beach, The Chequit is in The Heights, a neighborhood in Shelter Island Heights. Sylvester Manor and Havens House are local landmarks, and the area's natural beauty can be seen at Sunset ... -
Southold - United States
THE PRIDWIN
- Hotel
The North Ferry is 2 miles and the South Ferry is 5 miles from the property-The Shelter Island Yacht Club-Sylvester Manor Educational Farm and Shelter Island Country Club are 2 miles away The Pridwin is ... -
Southold - United States
Sunset Beach Hotel
- Hotel
Situated in Shelter Island Heights, Sunset Beach Hotel offers 3-star accommodation with a terrace, a restaurant and a bar. The accommodation features nightclub and a concierge service. At the hotel, the ...
The best hotels with swimming pool in Southold
Book your relaxing holiday, by choosing the best deals at hotels with swimming pools in Southold
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Southold - United States
The Pridwin Hotel
- Hotel
10 Exceptional (146)The Pridwin is a waterfront resort located on Shelter Island with 33 well-appointed guest rooms and 16 private cottages an all-American restaurant and lively lounge with water views a full service spa-scenic ... -
Southold - United States
Sound View Greenport
- Hotel
10.8 Exceptional (1460)Set on the North Fork in Greenport, 157 km from New York City, Sound View Greenport features a seasonal outdoor pool and views of the Long Island Sound. Guests can enjoy a drink at the bar. All the rooms ... -
Southold - United States
The Harbor Front Inn
- Hotel
11 Exceptional (1315)Offering a seasonal outdoor swimming pool and a fitness center, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available. Beach access is 1.9 ... -
Southold - United States
American Beech Hotel
- Hotel
11.6 Exceptional (498)American Beech Hotel has free bikes, garden, a restaurant and bar in Greenport. This 4-star hotel offers free WiFi. The property is allergy-free and is situated 42 km from Splish Splash. ... -
Southold - United States
The Menhaden Hotel
- Hotel
12.8 Exceptional (270)Situated 41 km from Splish Splash, The Menhaden Hotel in Greenport has a terrace and bar. With free bikes, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. ... -
Southold - United States
Southold Beach Motel
- Hotel
10.9 Exceptional (381)Located in Southold, Southold Beach Motel is on the beach. The area's natural beauty can be seen at Horton Point Park and Shell Beach, while Railroad Museum of Long Island and East End Seaport Maritime ... -
Southold - United States
Shelter Island House
- Hotel
11.1 Exceptional (147)Located in Shelter Island Heights, Shelter Island House is next to a golf course and near the beach. Havens House and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions ... -
Southold - United States
The Chequit
- Hotel
8.2 Fabulous (34)Offering a sun terrace and views of the sea, The Chequit is located in Shelter Island Heights, 44 km from Mystic. Guests can enjoy the on-site restaurant. Free WiFi is available throughout the property ... -
Southold - United States
Greenporter Hotel
- Hotel
12.2 Exceptional (119)Featuring a 1950’s retro décor, the rooms at Greenporter Hotel rooms have modern amenities like a flat-screen cable TV and a refrigerator. On weekends a continental breakfast with bagels, cereals, oatmeal, ... -
Southold - United States
The Chequit
- Hotel
16.4 Exceptional (17)Located near the beach, The Chequit is in The Heights, a neighborhood in Shelter Island Heights. Sylvester Manor and Havens House are local landmarks, and the area's natural beauty can be seen at Sunset ... -
Southold - United States
THE PRIDWIN
- Hotel
The North Ferry is 2 miles and the South Ferry is 5 miles from the property-The Shelter Island Yacht Club-Sylvester Manor Educational Farm and Shelter Island Country Club are 2 miles away The Pridwin is ... -
Southold - United States
Sunset Beach Hotel
- Hotel
Situated in Shelter Island Heights, Sunset Beach Hotel offers 3-star accommodation with a terrace, a restaurant and a bar. The accommodation features nightclub and a concierge service. At the hotel, the ...
Accommodation and holiday homes in Southold
In and around Southold the tourist has at disposal multiple types of holiday accommodation for holidays by the sea, for a lone traveller, a small or large family or even a group.
Southold offers: 558 apartments, 36 hotels, 32 b&bs, 534 independent homes, 59 villas, 9 farmhouses and much more by the sea.
The accommodation in this area has positive reviews: the tourists have written 10,437 reviews with a score of 10.0 Excellent and 2,128 reviews with a score of 8.0 Very Good, over a total of 14,604 reviews.
For your stay in the enchanting destination Southold, the best features are Pets Allowed, Pool, Kitchen, Spa and Parking.
- Best accommodation by the sea in Southold
- Best apartments by the sea in Southold
- Best B&Bs by the sea in Southold
- Best Hotels by the sea in Southold
- Best independent homes by the sea in Southold
- Best holiday farmhouses by the sea in Southold
- Best villas by the sea in Southold
- The best low cost prices for accommodation by the sea in Southold
Southold: the best offers for the best accommodation and holiday homes
How much doeas it cost to stay in Southold? The more economical accommodation in Southold has an average cost of 585 pounds per night.
What to do in Southold
In Southold, the best accommodation near the sea can also be found near the major interest points.
Only a few km from the sea you can find 680 accommodation options available at the best price: 558 Apartments, 32 B&Bs, 36 Hotels, and much more. Below you can find the best apartments near the beaches.
A Southold, furthermore, much of the best accommodation is close to the best beaches in the area: 177 Apartments, B&Bs, Hotels, and much more.
The weather forcast in Southold
Southold: during the year, the average temperature throughout the year is around 14°C. The coldest period of the year is in the month of January where the temperature can drop to 2°C. The hottest month of the year is instead in July where the maximum temperature can reach 25°C.
